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EC Tree
IUBMB Comments A flavoprotein (FAD). Acts also on a number of analogues of 3-hydroxybenzoate substituted in the 2, 4, 5 and 6 positions; NADPH can act instead of NADH, but more slowly.
The taxonomic range for the selected organisms is: Pseudomonas alcaligenes The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
3-hydroxybenzoate 6-hydroxylase, 3hb6h, 3-hydroxybenzoate-6-hydroxylase, 3-hba-6-hydroxylase, ncgl2923, mnx2p, 3-hydroxybenzoate 6-monooxygenase, m-hydroxybenzoate 6-hydroxylase, 3-hydroxybenzoic acid-6-hydroxylase,
more
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3-hydroxybenzoate-6-hydroxylase
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3-HBA-6-hydroxylase
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3-hydroxybenzoate 6-hydroxylase
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3-hydroxybenzoic acid-6-hydroxylase
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m-hydroxybenzoate 6-hydroxylase
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oxygenase, 3-hydroxybenzoate 6-mono-
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3-hydroxybenzoate,NADH:oxygen oxidoreductase (6-hydroxylating)
A flavoprotein (FAD). Acts also on a number of analogues of 3-hydroxybenzoate substituted in the 2, 4, 5 and 6 positions; NADPH can act instead of NADH, but more slowly.
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3-aminobenzoate + NAD(P)H + O2
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3-bromobenzoate + NAD(P)H + O2
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3-chlorobenzoate + NAD(P)H + O2
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3-fluorobenzoate + NAD(P)H + O2
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3-hydroxy-3-methylbenzoate + NAD(P)H + O2
2,5-dihydroxy-3-methylbenzoate + NAD(P)+ + H2O
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3-hydroxy-4-methylbenzoate + NAD(P)H + O2
2,5-dihydroxy-4-methylbenzoate + NAD(P)+ + H2O
the substrate is an intermediate in the degradation of 2,5-xylenol, higher activity with the recombinant His-tagged enzyme compared to the native enzyme
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3-hydroxy-5-methylbenzoate + NAD(P)H + O2
2,5-dihydroxy-3-methylbenzoate + NAD(P)+ + H2O
the substrate is an intermediate in the degradation of 3,5-xylenol, higher activity with the recombinant His-tagged enzyme compared to the native enzyme, preferred substrate
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3-hydroxybenzoate + NAD(P)H + O2
2,5-dihydroxybenzoate + NAD(P)+ + H2O
3-methylthiobenzoate + NAD(P)H + O2
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additional information
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degradation of 2,5-xylenol and 3,5-xylenol in strain P25X depends on isozyme I, not isozyme II
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3-hydroxybenzoate + NAD(P)H + O2
2,5-dihydroxybenzoate + NAD(P)+ + H2O
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i.e. gentisate
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3-hydroxybenzoate + NAD(P)H + O2
2,5-dihydroxybenzoate + NAD(P)+ + H2O
the enzyme is involved in the degradation of 2,5-xylenol and 3,5-xylenol via the gentisate pathway, overview
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3-hydroxybenzoate + NAD(P)H + O2
2,5-dihydroxybenzoate + NAD(P)+ + H2O
the enzyme is involved in the degradation of 2,5-xylenol and 3,5-xylenol via the gentisate pathway, overview
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additional information
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degradation of 2,5-xylenol and 3,5-xylenol in strain P25X depends on isozyme I, not isozyme II
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NADH
XlnD can utilize either NADH or NADPH as the electron donor, NADH is preferred
NADPH
XlnD can utilize either NADH or NADPH as the electron donor, NADH is preferred
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K+
slight activation of 13% at 5 mM
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Cu2+
complete inhibition at 0.05 mM
Fe2+
complete inhibition at 5 mM
Hg2+
complete inhibition at 0.05 mM
Mn2+
complete inhibition at 5 mM
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additional information
isozyme II is strictly inducible by specific aromatic substrates
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0.071 - 0.095
3-hydroxy-4-methylbenzoate
0.079 - 0.108
3-hydroxybenzoate
0.071
3-hydroxy-4-methylbenzoate
pH 7.5, 23°C, recombinant enzyme, cofactor NADPH
0.095
3-hydroxy-4-methylbenzoate
pH 7.5, 23°C, recombinant enzyme, cofactor NADH
0.079
3-hydroxybenzoate
pH 7.5, 23°C, recombinant enzyme, cofactor NADH
0.108
3-hydroxybenzoate
pH 7.5, 23°C, recombinant enzyme, cofactor NADPH
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1.63
recombinant His-tagged enzyme, substrate 3-hydroxy-5-methylbenzoate
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15 - 50
no activity below 15°C and above 50°C
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gene xlnD, two isozymes I and II
SwissProt
brenda
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additional information
effects of carbon sources for growth on enzyme substrate specificity, overview
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3HBH1_PSEAC
394
1
43435
Swiss-Prot
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130000
His-tagged recombinant enzyme, native PAGE and gel filtration
43000
3 * 43000, His-tagged recombinant enzyme, SDS-PAGE
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trimer
3 * 43000, His-tagged recombinant enzyme, SDS-PAGE
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additional information
construction of a P25X xlnD knockout mutant strain G50, no induction after growth on lactate and 3-hydroxy-4-methylbenzoate in contrast to the wild-type enzyme, slightly reduced activity with 3-hydroxybenzoate and gentisate
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-80°C, purified recombinant enzyme, 50 mM MOPS or 100 mM potassium phosphate, 10% v/v glycerol, 0.2 mM FAD, 60% activity remaining after 3 months
22°C, rom temperature, purified recombinant enzyme, 50 mM MOPS or 100 mM potassium phosphate, 10% v/v glycerol, 0.2 mM FAD, complete loss of activity after 12 h
4°C, purified recombinant enzyme, 50 mM MOPS or 100 mM potassium phosphate, 10% v/v glycerol, 0.2 mM FAD, complete loss of activity after 3 days
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recombinnat His-tagged enzyme from Escherichia coli by metal chelating chromatography
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gene xlnD, DNA and amino acid sequence determination and analysis, subcloning and overexpression of the His-tagged enzyme in Escherichia coli strain DH5alpha, S17-1, and BL21(DE3)
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Gao, X.; Tan, C.L.; Yeo, C.C.; Poh, C.L.
Molecular and biochemical characterization of the xlnD-encoded 3-hydroxybenzoate 6-hydroxylase involved in the degradation of 2,5-xylenol via the gentisate pathway in Pseudomonas alcaligenes NCIMB 9867
J. Bacteriol.
187
7696-7702
2005
Pseudomonas alcaligenes (Q9F131), Pseudomonas alcaligenes P25X (Q9F131)
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